تفاعل #56588

ord-d1c6f74cfcc741e9aa422a0f3718440b

معادلة التفاعل

CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)Cl
z,z,z-octadeca-6,9,12-trienoyl chloride
Cc1ncc(CO)c(CO)c1O.Cl
pyridoxine hydrochloride
CCN(CC)CC
triethylamine
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCc1cnc(C)c(O)c1COC(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC
2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرى(4 h)
  2. 2
    تركيزwas concentrated
  3. 3
    أخرىpurified by flash chromatography (ethyl acetate/hexane)

الإجراء التجريبي

A solution of z,z,z-octadeca-6,9,12-trienoyl chloride (650 mg, 2.2 mmol) in methylene chloride (10 ml) was added slowly dropwise to a mixture of pyridoxine hydrochloride (206 mg, 1 mmol), triethylamine (0.7 ml, 5 mmol) and 4-(N,N-dimethylamino)pyridine (few mg, catalytic amount) in methylene chloride (20 ml) at 0° C.l under nitrogen. On completion, as indicated by tic, (4 h) the mixture was concentrated and purified by flash chromatography (ethyl acetate/hexane), yielding 2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine as a colourless oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE040480E1uspto-grants-2008_09